Synthesis and Characterization of Unsymmetrical Perylene Derivatives and Perylene Oligomers
Item
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Title
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Synthesis and Characterization of Unsymmetrical Perylene Derivatives and Perylene Oligomers
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Identifier
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d_2009_2013:3098afebbad4:11827
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identifier
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12409
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Creator
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Sun, Runkun,
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Contributor
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Shi Jin
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Date
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2013
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Language
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English
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Publisher
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City University of New York.
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Subject
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Chemistry | Organic chemistry | Materials science | Liquid Crystal Material | Perylene Derivatives | Perylene monoanhydride | Perylene Oligomer | Photovaltaics Materials | Synthesis of PDI Derivatives
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Abstract
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Since the discovery of high fluorescent property of perylene tetracarboxylic diimide (PDI) derivatives in 1959, more and more researchers' attention has been attracted to related fields. Ever since, many kinds of PDI derives has been synthesized and characterized. And many special properties of PDI derivatives also has been found, such as strong absorbance ability, special redox property and self assembly induced by pi-pi interaction etc. All these properties endow PDI derivatives wide applications in photovoltaic field and semi-conducting materials area. At the same time, those important applications also encourage researchers to do more exploration on the synthesis and characterization of PDI derivatives. As one of those researchers, my thesis also mainly focused on developing new synthetic methods and characterization of novel PDI derivatives.;In Chapter 1, the history of perylene, PDI derivatives and PDI oligomers are introduced. Their corresponding properties and applications also are introduced. Furthermore, the synthetic methods for different kinds of PDI derivatives, both advantages and disadvantages, are discussed thoroughly.;In Chapter 2, with the investigation of known reactions which were used to prepare the key intermediate, perylene monoimide monoanhydride, a new synthetic method was developed. The key intermediate could be prepared with high yield conveniently. With the key intermediate, several unsymmetric PDI derivatives were prepared with decent yield. The optical property of one unsymmetric PDI was studied.;In Chapter 3, the synthesis of peryelene diester monoanhydride (PEA) and perylene monoimide monoanhydride (PIA) was discussed. We discovered a new way to prepare PEA and PEI. Several PEA and PEI with complex structure were prepared with decent yield. The first unsymmetric PEA was synthesized.;In Chapter 4, the synthesis of several perylene oligomers was discussed. Base on our experience gained in the Chapter 3 and our investigation of Langhals' strategy, a new mechanism to grow perylene oligomers was developed by us. With our strategy, the key intermediate, perylene dimer dianhydride, could be obtained with high yield. Starting from this intermediate, a few perylene oligomers were obtained. The extraordinary absorption ability of PDI Oligomers was studied.
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Type
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dissertation
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Source
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2009_2013.csv
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degree
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Ph.D.
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Program
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Chemistry
